Day: March 16, 2021

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C12H18ClN3OSi

A 1000 mL round bottom flask was charged with 4-chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (10.00 g, 35.23 mmol), 1-butanol (25.0 mL), 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (15.66 g, 52.85 mmol), water (25.0 mL) and potassium carbonate (12.17 g, 88.08 mmol). This solution was degased 4 times, filling with nitrogen each time. To the solution was added tetrakis(triphenylphosphine)palladium(0) (4.071 g, 3.523 mmol). The solution was degased 4 times, filling with nitrogen each time. The mixture was stirred overnight at 100 C. After being cooled to room temperature, the mixture was filtered through a bed of celite and the celite was rinsed with ethyl acetate (42 mL). The filtrate was combined, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. The organic extracts were combined and concentrated under vacuum with a bath temperature of 30-70 C. to give the final compound 4-(1H-pyrazol-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine. Yield: 78%. LC-MS: 316.2 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 941685-26-3.

Reference:
Patent; Huang, Taisheng; Xue, Chu-Biao; Wang, Anlai; Kong, Ling Quan; Ye, Hai Fen; Yao, Wenqing; Rodgers, James D.; Shepard, Stacey; Wang, Haisheng; Shao, Lixin; Li, Hui-Yin; Li, Qun; US2011/224190; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90914-41-3, 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 90914-41-3, blongs to pyrimidines compound. Recommanded Product: 90914-41-3

Step 5: Synthesis of 4-(4-((1-(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperidin-4-yl)amino)-6-methoxynaphthalen-2-yl)-N,N-dimethylpyrimidin-2-amine (144): To a solution of 4-(6-methoxy-4-(piperidin-4-ylamino)naphthalen-2-yl)-N,N-dimethylpyrimidin-2-amine (143) (196 mg, 0.43 mmol) and triethylamine (0.5 ml) in anhydrous tetrahydrofuran (8 ml) was added 3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (122 mg, 0.52 mmol). The mixture was stirred at 50 C. for 24 hours before being poured into ethyl acetate (150 ml) washed with water (300 ml) and the organic layer dried over anhydrous magnesium sulfate. Evaporation to dryness gave a yellow foam that was crystallized from dichloromethane and ethyl acetate to give 4-(4-((1-(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperidin-4-yl)amino)-6-methoxynaphthalen-2-yl)-N,N-dimethylpyrimidin-2-amine (144) as a yellow solid (145 mg) M.p.=167-172 C. 1H NMR (DMSO-d6) 400 MHz delta 8.4-8.33 (m, 2H), 7.9-7.8 (m, 2H), 7.52 (m, 2H), 7.24-7.2 (m, 1H), 7.15-7.12 (m, 1H), 5.9-5.74 (m, 1H), 4.56-4.53 (m, 2H), 3.95 (s, 1H), 3.9 (s, 3H), 3.41-3.26 (m, 2H), 3.22 (s, 6H), 2.28-2.25 (m, 2H), 1.97-1.75 (m, 2H), LCMS m/e 574 and 576 (M+) Calculated for C27H28BrN9O.CH2Cl2: C, 51.00; H, 4.59; N, 19.12; found C 51.00, H 4.39, N 18.85.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90914-41-3, 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ArQule, Inc.; US2011/166137; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H4Cl2N4

In the reaction vessel, 4,6-dichloropyrimidine-2,5-diamine(501 mg, 2.79 mmol),Benzofuran-2-boronic acid (1.05 g, 6.46 mmol),Sodium carbonate (1.48 g, 14.0 mmol),And tetrakis (triphenylphosphine) palladium (0)To a solution of (161 mg, 0.140 mmol) in toluene (28 mL), ethanol (7 mL) and distilled water (7 mL) are added at room temperature, and the reaction solution is stirred under an argon atmosphere for 20 hours under heat reflux Was cooled to room temperature. Add distilled water (8 mL) and stir,The separated aqueous layer was extracted three times with ethyl acetate (12 mL).Thereafter, the whole organic layer is combined, saturated aqueous sodium chloride solution (12 mL) is added thereto, the mixture is stirred and washed, anhydrous sodium sulfate is added to the separated organic layer for dehydration, and the filtrate after filtration is concentrated under reduced pressure. Flash column chromatography of the obtained concentratePurified with (silica gel, n-hexane / ethyl acetate),4,6-Di (benzofuran-2-yl) pyrimidine-2, 5-diamine(0.748 g, 78% yield)

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 25193-95-7, Adding some certain compound to certain chemical reactions, such as: 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine,molecular formula is C5H6N2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 25193-95-7.

To a solution of pyrimidin-5-yl-methanol (100 mg, 0.91 mmol, 1.0 equiv; [CASRN 25193-95-7])in anhydrous THF (6 mL) and NEt3 (97 mg, 0.13 mL, 0.95 mmol, 1.05equiv) at 0C was added slowly a solution of methanesulfonyl chloride (104 mg,0.071 mL, 0.91 mmol, 1.0 equiv) dissolved in THF (1 mL). After 30 min, sodiumiodide (136 mg, 0.91 mmol, 1.0 equiv) was added and stirring at 0C continuedfor another 30 min, then the cooling bath was removed and the reaction allowedto reach rt. After 1 h, the reaction was again cooled down to 0C and asolution of 3-(4-trifluoromethyl-phenyl)-prop-2-yn-1-ol (182 mg, 0.91 mmol, 1.0equiv; [CAS RN 173546-21-9]) in THF (3 mL) was added, followed bytreatment with potassium tert-butoxide(239 mg, 2.09 mmol, 2.3 equiv). After 1 h, the reaction mixture was allowed toreach rt and stirring continued for 18 h. The reaction was quenched by addition of a 10%solution of KH2PO4 (50 mL) and the crude product extracted with diethylether (3x 50 mL). The combined organic layers were dried over MgSO4,concentrated under reduced pressure and the product purified by MPLC elutingwith a gradient of heptane / ethyl acetate. The title compound was isolated aslight yellow solid (56 mg, 21%). 1H NMR (600 MHz, [D6]DMSO): d = 4.56 (s, 2H), 4.70 (s, 2H), 7.66 – 7.72 (m, 2H), 7.74 – 7.78 (m, 2H),8.84 (s, 2H), 9.15 (s, 1H). 13C NMR (150 MHz, [D6]DMSO): d = 58.6, 66.6, 84.9, 88.5, 123.9 (q, JCF = 274.9 Hz), 125.6 (q, JCF = 3.8 Hz), 126.0, 128.8 (q, JCF = 32.0 Hz), 131.3, 132.2, 156.5, 157.9.19F NMR (375 MHz, [D6]DMSO): d = -61.4. HRMS (ESI+): m/z [M]+calcd for C15H11F3N2O: 292.0824,found: 292.0827.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 25193-95-7, 5-(Hydroxymethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Martin, Rainer E.; Lenz, Mario; Alzieu, Thibaut; Aebi, Johannes D.; Forzy, Liliane; Tetrahedron Letters; vol. 54; 49; (2013); p. 6703 – 6707;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2434-56-2, Adding some certain compound to certain chemical reactions, such as: 2434-56-2, name is 4,6-Diaminopyrimidine,molecular formula is C4H6N4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2434-56-2.

The hydrochloric acid reaction solution was diluted to 1.5 mol / L,Cooled to -10 C,Add 82g in batchesSodium nitrite,After stirring for 1.5 h, sodium carbonate was added and the reaction solution was neutralized to pH neutral,Filtered to give a damp 4,6-diamino-5-nitrosylpyrimidine cake.The yield was 85%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 2434-56-2, 4,6-Diaminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang University of Technology; Li, Yongshu; Yan, Yiyi; Chen, Liqi; Mao, Liping; Wang, Yunlong; (17 pag.)CN103709164; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62458-96-2, 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C14H15N3O, blongs to pyrimidines compound. Computed Properties of C14H15N3O

B. 7-Benzyl-4-chloro-5, 6,7, 8-tetrahydropyrido [3, 4-d] pyrimidine [00228] 7-Benzyl-5, 6,7, 8-tetrahydro-3H-pyrido [3,4-d] pyrimidin-4-one (9.4g, 39mmol) was dissolved in anhydrous 1,2-dichloroethane and stirred under N2 (g) atmosphere. To the mixture was added POC13 (29mL, 312mmol), followed by N, N-dimethyl aniline (4.75g, 39mmol). The mixture was refluxed for 2 h and the solvents were removed under vacuum to give a red residue. The residue was dissolved in 20 mL of ethyl acetate and 20ml of water was added. The solution was neutralized with ice and solid NaHC03. After neutralization, ethyl acetate was added and the orgarhC layer’was washed with water ana Dnne. ine organic layer was dried over Na2SO4 and the solvents were removed under vacuum. The resulting red residue was purified using a gradient of ethyl acetate: hexane (0-100%) to give the desired compound as yellow crystals (3.8g, 38%).

The synthetic route of 62458-96-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RENOVIS, INC.; WO2005/66171; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 89793-12-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.6, as common compound, the synthetic route is as follows.

0126] A mixture of aniline (3.7 g, 40 mmol), ethyl 2-chloropyrimidine-5-carboxylate 1 (7.5 g, 40 mmol), K2CO3 (11 g, 80 mmol) in DMF (100 mL) was degassed and stirred at 120C under N2 overnight. The reaction mixture was cooled to it and diluted with EtOAc (200 mL), then washed with saturated brine (200 mL x 3). The organic layer was separated and dried over Na2SO4, evaporated to dryness and purified by silica gel chromatography (petroleum ethers EtOAc=101) to give the desired product as a white solid (6.2 g, 64%).

The chemical industry reduces the impact on the environment during synthesis 89793-12-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; Golonzhka, Olga; Jarpe, Matthew B.; (30 pag.)US2017/114023; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5750-76-5

2,5-dichloro-N-[2-(propan-2-ylsulfonyl)phenyl]pyrimidin-4-amine (0440) To a solution of 1-Amino-2-(isopropylsulphonyl)benzene (0.955 g, 4.80 mmol) in 2 mL of DMF at 0 C. was added NaH (60% in oil, 0.349 g, 8.72 mmol) in one portion. After stirring fro 20 min, 2,4,5-trichloropyrimidine was added. The mixture was stirred at 0 C. for 30 minutes, and then at room temperature for 2 h. After quenching with saturated ammonium chloride solution, the mixture was poured in water and ethyl acetate mixture. Yellow suspension was filtered as final product (0.3 g, 20% yield). MS/ES+: m/z=346.

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 626-48-2, Adding some certain compound to certain chemical reactions, such as: 626-48-2, name is 6-Methylpyrimidine-2,4(1H,3H)-dione,molecular formula is C5H6N2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 626-48-2.

To a stirred mixture of 96% H2S04(15 mL) and of 70% HN03(15 mL) was added 6- methyl pyrimidine-2,4-(lH,3H)-dione (2.5 g,19.8 mmol). The solution was kept at 50 C for lOh. The mixture was cooled to room temperature and poured into a large volume of ice water. The solid was collected and dried in vacuo. Recrystallization with MeOH gave the final compound (2.7g,16.2 mmol) as yellows solid.1H NMR (200 MHz,DMSO) delta 2.31 (s,3H), 11.82 (s,1H), 11.85 (s,1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 626-48-2, 6-Methylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TES PHARMA S.R.L.; PELLICCIARI, Roberto; (253 pag.)WO2018/69532; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1012785-51-1, name is 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

To a mixture of 2,4-dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (5 g, 15.93 mmol) in DMF (40 mL) was added NaH (764 mg, 19.1 1 mmol, 60% purity) in one portion at 0 C under N2. The mixture was stirred at 25 C for 30 min, SEMC1 (3.19 g, 19.12 mmol, 3.39 mL) was added to the mixture at 0 C and stirred for 1.5 h at 25 C. The mixture was poured into ice-water (40 mL), extracted with EtOAc (3 chi 30 mL). The combined organic phase was washed with brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 10: 1) to afford 2-[(2,4-dichloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)methoxy]ethyl- tnmethyl-silane as a yellow solid. LCMS: RT 0.996 mm, m/z = 444 j M H | . N MR (400 MHz, DMSO): delta 8.15 (s, 1 H), 5.55 (s, 2 H), 3.49 – 3.56 (m, 2 H), 0.81 – 0.87 (m, 2 H), -0.08 (s, 9 H).

The synthetic route of 1012785-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia